Benzenesulfonyl chloride → HCID 14989648, compound

HRID 1199673Notes

Reaction equation

HRID 1199673 reaction equation
C(N(CC)CC)C.[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[N:13][CH:14]=1.[C:22]1([S:28](Cl)(=[O:30])=[O:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)(Cl)Cl>[C:22]1([S:28]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[N:13][CH:14]=2)(=[O:30])=[O:29])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 14989647HCID 14989647, compound

Product 1

HCID 14989648HCID 14989648, compoundYield 52.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Triethylamine (1 ml) in chloroform (10 ml) was added over 10 minutes to a solution of methyl 4-(5-aminopyrid-2-yl)-butanoate (1.5 g, 8.3 mmole) and benzene sulphonyl chloride (2.2 g, 12 mmole) in chloroform (20 ml). The solution was stirred for 4 hours. Chromatography on silica gel eluted with 5% v/v methanol in chloroform gave the title compound (1.46 g) as a straw coloured oil.

Workup

  1. washChromatography on silica gel eluted with 5% v/v methanol in chloroform

Sources & evidence

ORD record
ord-55f669707e0d4bbaaf663c6d49f4e0a9
Source dataset
uspto-grants-1990_02
Patent number
US04902698

Reaction notes

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